Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Windsor vacation rentals

Dining
Chalet BIA - Cap au Sud

Chalet in Saint-Rémi-de-Tingwick

Chalet BIA - Cap au Sud
10.0 out of 10, Exceptional, (2)
"Endroit agréable et paisible."
Canada
François A.
$213 nightly
The price is $248
Jan 13 - Jan 14
Total with taxes and fees
Chalet BIA - Cap au Sud
Outdoor spa tub
Chalet BIA Foyer & Spa

Chalet in Asbestos

Chalet BIA Foyer & Spa
9.4 out of 10, Exceptional, (6)
"Le chalet était impeccable Et super propre Décoration avec goût 5etoiles"
Canada
Michel
$185 nightly
The price is $213
Jan 12 - Jan 13
Total with taxes and fees
Chalet BIA Foyer & Spa
Smart TV
Downtown Sherby: Central, Parking, King Bed, Sleeps 3

Apartment in Sherbrooke

Downtown Sherby: Central, Parking, King Bed, Sleeps 3
9.0 out of 10, Wonderful, (6)
"Efficient apartment for a stay close to down town Sherbrooke, where hotels can be expensive. "
Canada
Jana
$145 nightly
The price is $169
Jan 13 - Jan 14
Total with taxes and fees
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Smart TV, fireplace, DVD player, books
Fully equipped apartment with 1 bedroom in our century-old residence.

Apartment in Richmond

Fully equipped apartment with 1 bedroom in our century-old residence.
10.0 out of 10, Exceptional, (1)
"Amazing host and comfortable space. "
Canada
Paul F.
$114 nightly
The price is $135
Jan 13 - Jan 14
Total with taxes and fees
Fully equipped apartment with 1 bedroom in our century-old residence.
Smart TV
Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Vacation Home in Sherbrooke

Dynamite 2-Bedroom House WiFi Garage Sleeps 6
9.4 out of 10, Exceptional, (46)
"A very enjoyable stay in this great house. Everything we needed was provided.We would happily stay here again."
United Kingdom
Paul O.
$193 nightly
The price is $226
Feb 6 - Feb 7
Total with taxes and fees
Dynamite 2-Bedroom House WiFi Garage Sleeps 6
Fridge, microwave, oven, stovetop
Le Chalet des Chênes, Nature Retreat - HOT TUB!

Chalet in Orford

Le Chalet des Chênes, Nature Retreat - HOT TUB!
2.0 star property
$295 nightly
The price is $339
Jan 19 - Jan 20
Total with taxes and fees
Le Chalet des Chênes, Nature Retreat - HOT TUB!
Beach nearby, sun loungers
Waterfront cottage with spa, lots of activities nearby

Chalet in Saint-Rémi-de-Tingwick

Waterfront cottage with spa, lots of activities nearby
$263 nightly
The price is $309
Jan 13 - Jan 14
Total with taxes and fees
Waterfront cottage with spa, lots of activities nearby
Living area
Fully equipped apartment with 2 bedrooms in our century-old residence.

Apartment in Richmond

Fully equipped apartment with 2 bedrooms in our century-old residence.
10.0 out of 10, Exceptional, (1)
"Merci"
Canada
Cyril A.
$179 nightly
The price is $212
Jan 10 - Jan 11
Total with taxes and fees
Fully equipped apartment with 2 bedrooms in our century-old residence.
4 bedrooms, iron/ironing board, WiFi, bed sheets
Manoir Hunting 1869

Apartment in Waterville

Manoir Hunting 1869
$315 nightly
The price is $385
Jan 10 - Jan 11
Total with taxes and fees
Manoir Hunting 1869
Interior
Sherby LUX: Central, Parking, Renovated, Sleeps 6

Apartment in Sherbrooke

Sherby LUX: Central, Parking, Renovated, Sleeps 6
9.8 out of 10, Exceptional, (6)
"Vlad was a fantastic host, very responsive and easy to communicate with throughout our stay. The apartment was clean, comfortable, and well stocked with everything we needed. The location was excellent and made getting around very convenient. We had a great experience overall and would absolutely stay here again."
Canada
Scott
$191 nightly
The price is $223
Jan 13 - Jan 14
Total with taxes and fees
Sherby LUX: Central, Parking, Renovated, Sleeps 6
Fridge, microwave, oven, stovetop
Sherby Prestige / King Bed / Central / Sleeps 6

Apartment in Sherbrooke

Sherby Prestige / King Bed / Central / Sleeps 6
8.6 out of 10, Excellent, (24)
" Very clean and comfortable- close to all amenities. We would definitely stay here again!Thank you "
Canada
Ryan S.
$206 nightly
The price is $241
Jan 13 - Jan 14
Total with taxes and fees
Sherby Prestige / King Bed / Central / Sleeps 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Comfort Inn Sherbrooke

Comfort Inn Sherbrooke

10/10 Excellent
"Had a wonderful at Comfort Inn. Staff were nice and rooms were clean. Breakfast was also really good as well as their collection of snacks and drinks. Would 100% recommend. "
Russell 2-night trip
Posted 4 days ago
Comfort Inn Sherbrooke

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $223 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals near popular local attractions in Windsor, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Windsor has to offer?

Cottage next to National Park, lakes, ski resort and so much more! : Visitors like this Windsor vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Windsor?

While exploring the area, visit family-friendly sights like Musee de la Nature et des Sciences, or get outside and enjoy nature at Jacques-Cartier Park. In the larger area, you’ll find le Parc Historique de la Poudriere de Windsor and Sherbrooke Exhibition Center.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties you can book for a long or short time in Windsor. Vacation rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.